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N-Benzylethylenediamine → 2-Benzyl-1,2,5-thiadiazolidine 1,1-dioxide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N-Benzylethylenediamine | HCID 77801 | — |
| 反応物 | Sulfamide | HCID 82267 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 2-Benzyl-1,2,5-thiadiazolidine 1,1-dioxide | HCID 10375890 | 40% |
反応手順
To a solution of N-benzylethane-1,2-diamine (1.00 g, 6.65 mmol) in pyridine (10 mL) was added sulfamide (0.77 g, 7.98 mmol). The mixture was refluxed for 16 hours. The solvent was removed in vacuo. The residue was diluted with ethyl acetate (100 mL), washed with water (200 mL) and brine (100 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography eluted with ethyl acetate/hexane (1/4) to afford the title compound as an oily solid in 40% yield (0.57 g): 1H NMR (300 MHz, CDCl3) δ 7.35-7.27 (m, 5H), 4.59 (br s, 1H), 4.15 (s, 2H), 3.48-3.42 (m, 2H), 3.27-3.22 (m, 2H); MS (ES+) m/z 213.2 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08063084B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-e14c6f0b0c3943e1a443ce0b6e6e5565 |
| 出典メモ | uspto-grants-2011_11 |